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Substance Name: Verdamicin
RN: 49863-48-1
InChIKey: XUSXOPRDIDWMFO-URTZJOLISA-N

Note

  • Produced by micromonospora, M. grisea.

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C20-H39-N5-O7

Molecular Weight

  • 461.5561
 
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Names and Synonyms

Name of Substance

  • Verdamicin

Synonyms

  • 6'-C-Methylsisomicin
  • Verdamycin
  • Verdamycin 1
  • Verdamycin I

Systematic Names

  • D-Streptamine, O-3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6)-O-(2,6-diamino-2,3,4,6,7-pentadeoxy-beta-L-threo-hept-4-enopyranosyl-(1-4))-2-deoxy-
  • O-3-Deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6-)-O-(2,6-diamino-2,3,4,6,7-pentadeoxy-beta-L-threo-hept-4-enopyranosyl-(1-4))-2-deoxy-D-streptamine

Registry Numbers

CAS Registry Number

  • 49863-48-1

System Generated Number

  • 0049863481

Structure Descriptors

InChI

1S/C20H39N5O7/c1-8(21)12-5-4-9(22)18(30-12)31-15-10(23)6-11(24)16(13(15)26)32-19-14(27)17(25-3)20(2,28)7-29-19/h5,8-11,13-19,25-28H,4,6-7,21-24H2,1-3H3/t8?,9-,10-,11+,13-,14+,15+,16-,17+,18-,19+,20-/m0/s1

InChIKey

XUSXOPRDIDWMFO-URTZJOLISA-N

Smiles

CC(C1=CC[C@@H]([C@@H](O1)O[C@@H]2[C@H](C[C@H]([C@@H]([C@H]2O)O[C@@H]3[C@@H]([C@H]([C@@](CO3)(C)O)NC)O)N)N)N)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   Antimicrobial Agents and Chemotherapy. Vol. 7, Pg. 246, 1975.
mouse LD50 intravenous 48mg/kg (48mg/kg)   Antimicrobial Agents and Chemotherapy. Vol. 7, Pg. 246, 1975.
mouse LD50 subcutaneous 300mg/kg (300mg/kg)   Antimicrobial Agents and Chemotherapy. Vol. 7, Pg. 246, 1975.